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The signal "doesn't know whether to go towards the other sound source or towards the speaker"? No offense, but... well, you might want to review some basic electronics.
It's true though, you don't want to just combine two sources with a Y cable. The problem is that both sources try to drive the signal; this can potentially damage the source equipment too, since they aren't designed to sink current.
What you want is a mixer. Try searching on it, since it has been covered numerous times already, and if you still have questions you can come back with them.
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